HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 56848282, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | HCID 178467384 | HCID 178467384 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 56848282 | HCID 56848282 | 85.7% |
Reaction Steps
300 mg (2.2 mmol) K2CO3 and 0.9 ml (14.6 mmol) methyliodide were added to a solution of 300 mg (0.7 mmol) 2-ethoxy-N-(3-fluorobenzyl)-4-hydroxy-7-(trifluoro-methyl)quinoline-3-carboxylic acid amide in DMF (5 ml) and the mixture was stirred for 16 h at RT. The mixture was subsequently diluted with water and extracted with EtOAc. The organic phase was washed with water and brine, dried over Na2SO4 and concentrated in a vacuum. After CC (EtOAc/hexane 1:12) of the residue, 240 mg (0.6 mmol, 81%) 2-ethoxy-N-[(3-fluorophenyl)-methyl]-4-methoxy-7-(trifluoromethyl)-quinoline-3-carboxylic acid amide (example 12) was obtained. MS: m/z 423.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653101B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-ab6113894fe843038bd81a5275d7ef65 |
| Source note | uspto-grants-2014_02 |